Whole Cell Bioconversion of (+)-valencene to (+)-nootkatone in 100 % Organic Phase using <i>Yarrowia lipolytica</i> 2.2ab

Palmerín-Carreño, D.M.; Rutiaga-Quiñones, Olga Miriam; Verde-Calvo, J. R.; Prado-Barragán, Arely; Huerta‐Ochoa, Sergio

doi:10.1515/ijcre-2016-0013

Cited by 13 publications

(9 citation statements)

References 24 publications

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“…[9,13,14b] Other recent approaches such as the whole-cell conversion of (+)-valencene utilizing Yarrowia lipolytica (852 mg L À 1 (+)-nootkatone over 72 h; 628 mg L À 1 over 36 h) resulted in product concentrations similar to the values achieved in our study but required longer incubation time. [29] Up to 1100 mg L (+)-nootkatone was achieved in an in vitro system with a peroxidase and a laccase after 24 h, which is only slightly higher than the values we acquired with the SB-GS and BS-GS constructs (1050 mg L À 1 and 1080 mg L À 1 ) over the same time period. [5a]…”

Section: Optimization Of (+)-Valencene Conversionmentioning

confidence: 71%

Artificial Fusions between P450 BM3 and an Alcohol Dehydrogenase for Efficient (+)‐Nootkatone Production

Kokorin

Urlacher

2022

ChemBioChem

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Multi-enzyme cascades enable the production of valuable chemical compounds, and fusion of the enzymes that catalyze these reactions can improve the reaction outcome. In this work, P450 BM3 from Bacillus megaterium and an alcohol dehydrogenase from Sphingomonas yanoikuyae were fused to bifunctional constructs to enable cofactor regeneration and improve the in vitro two-step oxidation of (+)-valencene to (+)-nootkatone. An up to 1.5-fold increased activity of P450 BM3 was achieved with the fusion constructs compared to the individual enzyme. Conversion of (+)-valencene coupled to cofactor regeneration and performed in the presence of the solubilizing agent cyclodextrin resulted in up to 1080 mg L À 1 (+)-nootkatone produced by the fusion constructs as opposed to 620 mg L À 1 produced by a mixture of the separate enzymes. Thus, a two-step (+)-valencene oxidation was considerably improved through the simple method of enzyme fusion.

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Section: Optimization Of (+)-Valencene Conversionmentioning

confidence: 71%

Artificial Fusions between P450 BM3 and an Alcohol Dehydrogenase for Efficient (+)‐Nootkatone Production

Kokorin

Urlacher

2022

ChemBioChem

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“…It was investigated that the bioconversion of (+)-valencene finally produced 852.3 mg/l (+)-nootkatone by Y. lipolytica 2.2ab in a partitioning bioreactor. The use of orange essential oil to divide the three-phase system overcomes the product inhibition (Palmerin-Carreno, Rutiaga-Quinones, et al, 2016 ). Moreover, they designed the three-phase partitioning bioreactor and four-phase partitioning bioreactor to produce (+)-nootkatone from (+)-valencene by Y. lipolytica 2.2ab (Castillo-Araiza et al, 2017 ; Palmerín-Carreño et al, 2016 ).…”

Section: Microbial Transformation Of (+)-Valencene To (+)-Nootkatonementioning

confidence: 99%

Advances on (+)-nootkatone microbial biosynthesis and its related enzymes

Xiao

Ren

Fan

et al. 2021

Journal of Industrial Microbiology and Biotechnology

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(+)-Nootkatone is an important functional sesquiterpene and is comprehensively used in pharmaceutical, cosmetic, agricultural and food flavor industries. However, (+)-nootkatone is accumulated trace amounts in plants, and the demand for industry is mainly met by chemical methods which is harmful to the environment. The oxygen-containing sesquiterpenes prepared using microbial methods can be considered as ‘natural’. Microbial transformation has the advantages of mild reaction conditions, high efficiency, environmental protection and strong stereoselectivity, and has become an important method for the production of natural spices. The microbial biosynthesis of (+)-nootkatone from the main precursor (+)-valencene is summarized in this paper. Whole-cell systems of fungi, bacteria, microalgae and plant cells have been employed. It was described that the enzymes involved in the microbial biosynthesis of (+)-nootkatone, including cytochrome p450 enzymes, laccase, lipoxygenase and so on. More recently, the related enzymes were expressed in microbial hosts to heterologous produce (+)-nootkatone, such as Escherichia coli, Pichia pastoris, Yarrowia lipolytica and Saccharomyces cerevisiae. Finally, the development direction of research for realizing industrialization of microbial transformation was summarized and it provided many options for future improved bioprocesses.

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“…The research on the transformation of nootkatone by Y. lipolytica was shown in the Table 1. Palmerín‐Carreno et al studied about microorganisms for bioconversion of (+)‐valencene to (+)‐nootkatone in different phase system (Table 1) (Palmerin‐Carreno, et al., 2016; Palmerín‐Carreño et al., 2015; Palmerin‐Carreno et al., 2016). Guo et al constructed synthetic pathway of (+)‐ nootkatone in Y. lipolytica by heterologous expression of CnVS and CYP706M1 (Table 1) (Guo et al., 2018).…”

Section: Introductionmentioning

confidence: 99%

Catalytic condition optimization in the conversion of nootkatone from valencene byYarrowia lipolytica

Xiao

Ren

Fan

et al. 2021

J. Food Process. Preserv.

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Yarrowia lipolytica was a widespread and promising object in biotechnology, which was used to increase the biotransformation of valencene into nootkatone in shake flasks in this study. The main objective of this work is to determine the optimum combination of transformation conditions in shake flasks on the basis of single factor process optimization experiment. The results showed that Y. lipolytica was cultured in medium for 36 hr (exponential phase) and the amount of added Y. lipolytica was 5% (v/v). The concentration of substrate valencene was 920 mg·L−1, and the transformation time was 36 hr after adding substrates. Dimethyl sulfoxide, a water‐soluble organic solvent, was used as a co‐solvent with a concentration of 0.8% (v/v). The maximum production of nootkatone was 628.41 ± 18.60 mg·L−1 and the conversion rate was 68.30 ± 2.02% at cultivation conditions of 32°C, 150 rpm, and PH 5.30. The results showed that optimizing the catalytic conditions can significantly increase the yield of nootkatone by Y. lipolytica. Practical applications Recently, natural nootkatone is increasingly important due to its flavoring and physiological effects, but the amount of nootkatone in plants is low and cannot meet the demand. Also, there were few studies about microbial transformation of valencene by Yarrowia lipolytica under certain catalytic conditions. We demonstrated that optimizing the catalytic conditions can significantly increase the yield of nootkatone. Therefore, it provides a basis for the subsequent use of genetic engineering to transform Y. lipolytica to produce nootkatone.

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Whole Cell Bioconversion of (+)-valencene to (+)-nootkatone in 100 % Organic Phase using Yarrowia lipolytica 2.2ab

Cited by 13 publications

References 24 publications

Artificial Fusions between P450 BM3 and an Alcohol Dehydrogenase for Efficient (+)‐Nootkatone Production

Artificial Fusions between P450 BM3 and an Alcohol Dehydrogenase for Efficient (+)‐Nootkatone Production

Advances on (+)-nootkatone microbial biosynthesis and its related enzymes

Catalytic condition optimization in the conversion of nootkatone from valencene byYarrowia lipolytica

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